Tert-butyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]carbamoyl]-3-(2-methylpropyl)oxirane-2-carbonyl]amino]acetate | 1258865-67-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Tert-butyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]carbamoyl]-3-(2-methylpropyl)oxirane-2-carbonyl]amino]acetate
• CAS: 1258865-67-6
• 化学式: C₂₀H₃₄N₂O₇
• 分子量: 414.499
• InChiKey: ZLIFOZMXQUOZSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]carbamoyl]-3-(2-methylpropyl)oxirane-2-carbonyl]amino]acetate 在 sodium azide 、 氯化铵 、 三苯基膦 作用下， 以 1,4-二氧六环 、 水 、 乙腈 为溶剂， 以70%的产率得到Tert-butyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]carbamoyl]-3-(2-methylpropyl)aziridine-2-carbonyl]amino]acetate
  参考文献：
  名称：

  Synthesis of epoxy and aziridino malonyl peptidomimetics

  摘要：

  Short malonyl dehydro peptides have been epoxidized using H2O2/Na2WO4 dihydrate. The obtained diastereomeric epoxides were separated by HPLC and successfully tested in the ring opening reaction with N-Boc L-cysteine methyl ester, to indicate their electrophilic behavior. Moreover, by a simple two-step reaction, the epoxy malonyl peptides can be converted into the corresponding aziridino malonyl peptides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.097
• 作为产物：
  描述：

  tert-butyl 2-[2-(2-tert-butoxy-2-oxoethylcarbamoyl)-5-methylhex-2-enamido]acetate 在 sodium tungstate (VI) dihydrate 、 双氧水 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以98%的产率得到Tert-butyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]carbamoyl]-3-(2-methylpropyl)oxirane-2-carbonyl]amino]acetate
  参考文献：
  名称：

  Synthesis of epoxy and aziridino malonyl peptidomimetics

  摘要：

  Short malonyl dehydro peptides have been epoxidized using H2O2/Na2WO4 dihydrate. The obtained diastereomeric epoxides were separated by HPLC and successfully tested in the ring opening reaction with N-Boc L-cysteine methyl ester, to indicate their electrophilic behavior. Moreover, by a simple two-step reaction, the epoxy malonyl peptides can be converted into the corresponding aziridino malonyl peptides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.097

文献信息

• Synthesis of epoxy and aziridino malonyl peptidomimetics
  作者：Stefania Fioravanti、Simona Gasbarri、Lucio Pellacani、Federico Ramadori、Paolo A. Tardella

  DOI：10.1016/j.tet.2010.09.097

  日期：2010.11

  Short malonyl dehydro peptides have been epoxidized using H2O2/Na2WO4 dihydrate. The obtained diastereomeric epoxides were separated by HPLC and successfully tested in the ring opening reaction with N-Boc L-cysteine methyl ester, to indicate their electrophilic behavior. Moreover, by a simple two-step reaction, the epoxy malonyl peptides can be converted into the corresponding aziridino malonyl peptides. (C) 2010 Elsevier Ltd. All rights reserved.